N-(5-(4-chlorophenyl)-1H-imidazol-2-yl)-2-(difluoromethyl)-5-(isobutyramidomethyl)nicotinamide

ID: ALA3758924

Chembl Id: CHEMBL3758924

PubChem CID: 71059962

Max Phase: Preclinical

Molecular Formula: C21H20ClF2N5O2

Molecular Weight: 447.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NCc1cnc(C(F)F)c(C(=O)Nc2ncc(-c3ccc(Cl)cc3)[nH]2)c1

Standard InChI:  InChI=1S/C21H20ClF2N5O2/c1-11(2)19(30)26-9-12-7-15(17(18(23)24)25-8-12)20(31)29-21-27-10-16(28-21)13-3-5-14(22)6-4-13/h3-8,10-11,18H,9H2,1-2H3,(H,26,30)(H2,27,28,29,31)

Standard InChI Key:  SCYZHSUKMASTIX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3758924

   N-[5-(4-chlorophenyl)-1H-imidazol-2-yl]-2-(difluoromethyl)-5-[(2-methylpropanoylamino)methyl]pyridine-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 447.87

Molecular Weight (Monoisotopic): 447.1274

AlogP: 4.59

#Rotatable Bonds: 7

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.05

CX Basic pKa: 3.27

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.35

References

1. Schiffler MA, Antonysamy S, Bhattachar SN, Campanale KM, Chandrasekhar S, Condon B, Desai PV, Fisher MJ, Groshong C, Harvey A, Hickey MJ, Hughes NE, Jones SA, Kim EJ, Kuklish SL, Luz JG, Norman BH, Rathmell RE, Rizzo JR, Seng TW, Thibodeaux SJ, Woods TA, York JS, Yu XP..  (2016)  Discovery and Characterization of 2-Acylaminoimidazole Microsomal Prostaglandin E Synthase-1 Inhibitors.,  59  (1): [PMID:26653180] [10.1021/acs.jmedchem.5b01249]

Source

Source(1):

• Scientific Literature